Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C4H6NO2S.Na |
| Molecular Weight | 155.151 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[O-]C(=O)C1CSCN1
InChI
InChIKey=YWLXEQKAKDKVBQ-UHFFFAOYSA-M
InChI=1S/C4H7NO2S.Na/c6-4(7)3-1-8-2-5-3;/h3,5H,1-2H2,(H,6,7);/q;+1/p-1
| Molecular Formula | C4H6NO2S |
| Molecular Weight | 132.161 |
| Charge | -1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Timonacic or thioproline (4-Thiazolidinecarboxylic acid) is the product of condensation between cysteine and formaldehyde. Dietary timonacic slows the aging process in mammals and prolongs their life span. It exerts antioxidant and antineoplastic actions however its mechanism of action is elusive. Timonacic (brand names Heparegen or Arbitol) is used for the treatment of liver diseases.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| A facile 1,3-dipolar cycloaddition of azomethine ylides to 2-arylidene-1,3-indanediones: synthesis of dispiro-oxindolylpyrrolothiazoles and their antimycobacterial evaluation. | 2010-12-15 |
|
| A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of novel spiro-pyrrolothiazolyloxindoles and their antitubercular evaluation. | 2010-12 |
|
| Murine models of premature ageing for the study of diet-induced immune changes: improvement of leucocyte functions in two strains of old prematurely ageing mice by dietary supplementation with sulphur-containing antioxidants. | 2010-11 |
|
| A highly atom economic, chemo-, regio- and stereoselective synthesis and evaluation of spiro-pyrrolothiazoles as antitubercular agents. | 2010-01-01 |
|
| Synthesis, structure and structure-activity relationship analysis of 3-tert-butoxycarbonyl-2-arylthiazolidine-4-carboxylic acid derivatives as potential antibacterial agents. | 2009-10 |
|
| An atom economic synthesis and antitubercular evaluation of novel spiro-cyclohexanones. | 2009-07-01 |
|
| Purification, characterization and crystallization of pyrroline-5-carboxylate reductase from the hyperthermophilic archeon Sulfolobus Solfataricus. | 2009-04 |
|
| Actions of a proline analogue, L-thiazolidine-4-carboxylic acid (T4C), on Trypanosoma cruzi. | 2009 |
|
| Lithium thiazolidine-4-carboxylate: synthesis, spectroscopic characterization and preliminary in vitro cytotoxic studies in human HeLa cells. | 2008-12-01 |
|
| Detection of endogenous DNA adducts, O-carboxymethyl-2'-deoxyguanosine and 3-ethanesulfonic acid-2'-deoxycytidine, in the rat stomach after duodenal reflux. | 2008-09 |
|
| Investigation toward multi-epitope vaccine candidates using native chemical ligation. | 2008 |
|
| Ingestion of thioproline suppresses rat esophageal adenocarcinogenesis caused by duodenogastroesophageal reflux. | 2007-12 |
|
| An expanded set of amino acid analogs for the ribosomal translation of unnatural peptides. | 2007-10-03 |
|
| Identification of gene markers for formaldehyde exposure in humans. | 2007-10 |
|
| Determination of thiazolidine-4-carboxylates in urine by chloroformate derivatization and gas chromatography-electron impact mass spectrometry. | 2007-09 |
|
| Liver fluke induces cholangiocarcinoma. | 2007-07 |
|
| Dietary thioproline decreases spontaneous food intake and increases survival and neurological function in mice. | 2007-01 |
|
| Conformational studies of proline-, thiaproline- and dimethylsilaproline-containing diketopiperazines. | 2006-10 |
|
| Synthesis, calpain inhibitory activity, and cytotoxicity of P2-substituted proline and thiaproline peptidyl aldehydes and peptidyl alpha-ketoamides. | 2006-08-24 |
|
| Thioproline prevents carcinogenesis in the remnant stomach induced by duodenal reflux. | 2006-06-18 |
|
| Successful computer guided planned synthesis of (4R)-thiazolidine carboxylic acid and its 2-substituted analogues as urease inhibitors. | 2006-05 |
|
| Impact of cis-proline analogs on peptide conformation. | 2006-04-05 |
|
| A one-pot total synthesis of crambin. | 2004-05-03 |
|
| Thioproline inhibits development of esophageal adenocarcinoma induced by gastroduodenal reflux in rats. | 2004-05 |
|
| Formaldehyde scavenging from peritoneal dialysis solutions using reduced aminothiol compounds. | 2004-04 |
|
| Bombesin antagonists inhibit proangiogenic factors in human experimental breast cancers. | 2004-01-12 |
|
| Improvement of the macrophage functions in prematurely ageing mice by a diet supplemented with thiolic antioxidants. | 2004 |
|
| Expression of Sonic hedgehog-Fc fusion protein in Pichia pastoris. Identification and control of post-translational, chemical, and proteolytic modifications. | 2003-06 |
|
| New water-soluble prodrugs of HIV protease inhibitors based on O-->N intramolecular acyl migration. | 2002-12 |
|
| A diet supplemented with thiolic anti-oxidants improves leucocyte function in two strains of prematurely ageing mice. | 2002-11 |
|
| Novel dipeptide macrocycles from 4-oxo, -thio, and -amino-substituted proline derivatives. | 2002-05-31 |
|
| The amount of thiolic antioxidant ingestion needed to improve several immune functions is higher in aged than in adult mice. | 2002-02 |
|
| Retinoic acid exacerbates experimental radiation nephropathy. | 2002-02 |
|
| Oxidation of L-thiazolidine-4-carboxylate by delta1-pyrroline-5-carboxylate reductase in Escherichia coli. | 2001-06 |
|
| Enhanced potency of human Sonic hedgehog by hydrophobic modification. | 2001-04-10 |
|
| Screening for new compounds with antiherpes activity. | 1984-10 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Tue Apr 01 16:54:34 GMT 2025
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on
Tue Apr 01 16:54:34 GMT 2025
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| Record UNII |
B33MAZ89JC
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| Record Status |
Validated (UNII)
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| Record Version |
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252-332-2
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B33MAZ89JC
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21119747
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admin on Tue Apr 01 16:54:34 GMT 2025 , Edited by admin on Tue Apr 01 16:54:34 GMT 2025
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